Diisopropylethylamine → HCID 86706866, compound

Participants

Reaction Steps

A solution of tert-butyl 2-chloro-6-(trifluoromethyl)isonicotinate (3.0 g, 11 mmol, Example 21, Step 1), tert-butyl 4-aminopiperidine-1-carboxylate (4.3 g, 21 mmol, Aldrich) and N,N-diisopropylethylamine (3.7 mL, 21 mmol) in dimethyl sulfoxide (9.2 mL) was heated to 100° C. for 20 hours. The mixture was cooled to room temperature and diluted with EtOAc. The combined organic extracts were washed with water (3 times) and brine, dried over sodium sulfate, filtered and concentrated. Flash chromatography using a 120 g silica gel cartridge and eluting with a gradient from 0-15% EtOAc in hexanes afforded product as a white solid (3.4 g, 72%). LCMS (M+Na)+: 468.2.

Provenance & Evidence